A Whole New World by Westwind

A Whole New World by Westwind Taking the work out of your travel since 2019. Send a message to get started on your next adventure!

In the wake of last year's hurricane, some Sandals resorts in Jamaica have undergone a major overhaul. As that's startin...
08/20/2026

In the wake of last year's hurricane, some Sandals resorts in Jamaica have undergone a major overhaul. As that's starting to wrap up, we're getting more excited about what's ahead, including the newly re-named Sandals' Caribbean Cay (formerly Sandals Royal Caribbean).

What hasn't changed is its fantastic location just minutes from the airport, its nearby private island, and the warm hospitality Sandals fans have come to expect. Check out this week's deal for a great mid-winter escape! Who wouldn't want their own swim-up suite with plenty of space to stretch out?

This deal as always lasts just one week, so contact me to book. You can save your spot for just $98 per couple. Airfare must be booked separately.

☘️ Well… we did it! ☘️Last week, Lisa and I took 14 people to Ireland for our very first escorted group trip, and honest...
08/11/2026

☘️ Well… we did it! ☘️

Last week, Lisa and I took 14 people to Ireland for our very first escorted group trip, and honestly… we’re still riding the high 💚

We made our way through southern Ireland, saw SO many incredible places, ate some amazing food, drank our fair share of Guinness, laughed a lot, and made memories that we’ll be talking about for a long time.

We heard “thank you” quite a few times from our group throughout the week, but we really should be the ones saying thank you. ❤️ Our family and friends supported us, encouraged us, and helped make this crazy little idea a reality.

And a HUGE shoutout to Peter, our guide, for sharing his encyclopedic knowledge of his country (and his sense of humor!) with us along the way. And of course, our partners at CIE Tours, who made our first European group trip remarkably easy. We couldn’t have asked for a better experience.

For our tiny but mighty agency, this feels like a pretty big deal. And now that we're home, we’re already wondering…

**Where should we go next?!** 🌎✈️

And just as importantly…

**What would make YOU want to come with us?**

Tell us the destination you’d love to see, what kind of trip you’d enjoy, or what would make you say, “Yep. I’m in.”

We’re listening! 👇

It might be warm outside now but very soon Fall will be upon us. If a summer vacation wasn't in the cards this year, ima...
07/13/2026

It might be warm outside now but very soon Fall will be upon us. If a summer vacation wasn't in the cards this year, imagine getting cozy in a pub next to a crackling fire, wrapped up in a warm tartan scarf, as you sip on a wee dram of whisky or Irish coffee.

Fall and winter - Cozy Season - is a great time to see Scotland and Ireland while enjoying more affordable pricing. Here's a peak at some tours from one of my favorite suppliers:

Best of Scotland - Guided Tour
7-Day Scotland Tour from Edinburgh to Glasgow
Experience enchanting Edinburgh, visit the Highlands to see Culloden, Loch Ness, and the Isle of Skye
Departs Nov 8
Includes 6 nights' accommodation and 8 meals
$2150 per person, land only

Ireland's Heart and Soul - Rail Vacation
7-Day Ireland tour by rail, Dublin to Shannon
Explore Dublin's gems before heading to Athlone and Westport. You'll see the Cliffs of Moher before finishing up in Shannon
Any day departure
Includes nightly accommodations and daily breakfast
Starting at $2376 per person

Scotland's Festive Adventure - Rail Vacation
9-Day Semi Flexible tour by rail, Edinburgh - Inverness - Glasgow
Discover the magic of Scotland at Christmastime as Edinburgh’s twinkling markets, journey through the snow-dusted Highlands to Inverness, and round out your holiday travels in vibrant Glasgow with grand castles, scenic lochs and the timeless charm of Scotland in winter.
Any day departure
Includes nightly accommodations and daily breakfast
Starting at $3533 per person

Lots more tours, from self-drive budget options to private and exclusive experiences, so contact me to find what works best for you!
Pic by me, taken on Islay, Scotland, August 2023

Super excited to have met our new Sandals Resorts BDM, Hannah Speigler, yesterday during her time in Wheeling. She gave ...
06/10/2026

Super excited to have met our new Sandals Resorts BDM, Hannah Speigler, yesterday during her time in Wheeling. She gave me a few ideas for the future of Westwind Travel LLC and shared some info on the Sandals 2.0 concept as well the new Beaches Resorts coming soon. Meetings like these leave me energized and excited to help my clients experience the best of the Caribbean.
Want to lock in this year’s pricing for a Sandals trip in 2027 and beyond? Ask me how!

📸 from the backseat by my second born and reason for all that I do 😍

06/03/2026

What would you choose for Jamaica:
An all-inclusive resort OR a private villa?

06/03/2026

Every time I leave, I find myself wanting to go back. Can you picture yourself in a private villa in Jamaica? Let's chat about making it a reality!

WITHOUT GOOGLING IT 😉Can you guess where this property might be?
05/12/2026

WITHOUT GOOGLING IT 😉Can you guess where this property might be?

Do you love Disney but hesitate to return to the parks because there’s just so much more world out there? Then check out...
05/11/2026

Do you love Disney but hesitate to return to the parks because there’s just so much more world out there? Then check out Adventures by Disney- the magic and attention to detail you’ve come to expect with Disney, abroad.

Which of these 2027 itineraries would intrigue your family most?

Extra savings available when you book with me now through MondayContact me to get startedcassie@westwindtravelservice.co...
05/08/2026

Extra savings available when you book with me now through Monday
Contact me to get started
[email protected]
412-736-4829

Had to jump on this trend :D Westwind Travel LLC
05/07/2026

Had to jump on this trend :D

Westwind Travel LLC

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Wheeling, WV
26003

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